
Holiday rentals with a pool in Dripping Springs
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Top-rated rentals with a pool in Dripping Springs
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Hill Country Bohemian Paradise at Peached Casita
Enjoy full immersion in the calm beauty of the Texas Hill Country, while close to the best Austin and Dripping Springs have to offer. Peached Casita is a unique 560 SF home: a covered breezeway joins a kitchen/living unit to a bathroom/bedroom unit, and features 10' ceilings, hardwood floors, clawfoot tub, plunge pool, patio and bi-folding doors that open for true indoor/outdoor living. 25 minutes from downtown Austin and 5 minutes from the breweries, wineries and restaurants of Fitzhugh Road*.

Silver Moon Cabin Wimberley
Charming tiny house nestled on 10 hill county acres. Abundant wild life, exceptional star gazing, S’mores at the campfire. Tiny cabin packed with thoughtful provisions to make your stay magical. 8 minute drive to downtown Wimberley. Wineries, Shopping, nightlife, dining, live music venues, river floating. Something for everyone in this whimsical little town. Area attractions include Austin dining and music scene, Gruene Hall, Blue Hole, Jacob’s Well, Schlitterbahn Water Park, Outlet Mall.

*Modern Cabin Retreat | Pool/Hot Tub/Alpacas/Goats
UNIT C Stay in our beautiful 85 acres of unspoiled Texas Hill Country just 18 miles from 6th street. Enjoy a unique modern private space (350sqft) with a Queen size bed and FULL kitchen. Full bathroom and a comfy space to relax. A beautiful shared pool to enjoy in hot Texas summers. You will immediately relax on this amazing property. Wander the trails, visit the goats, chickens, Emus, play disc golf or follow the many deer that are always wandering. Beautiful orchard producing fresh fruit.

Backwoods BNB in Dripping Springs TX on 23 acres
Located in the Heart of the Hill Country just 10 miles west of Dripping Springs providing an easy day trip to many local favorites like Austin, San Antonio, Fredericksburg, & Wimberley. The cabin has 3 beds, living, kitchen, dining, bathroom & shower. The property has wildlife galore giving the feel of backwoods just 10 mins from civilization. Community pool available to guests 2 hours/day during the hours of 10A-3P with advanced reservation. Rules & use waiver must be signed in advance.

Luxury Villa | Pool | Views | Hot Tub | Fire Pit
Welcome to our Ranch. Located on 180 Acres in Dripping Springs, the Nook Villa is a Relaxing Luxury Modern Home with all the amenities you could possibly need. Decorated Mid-Century Modern and accented by beautifully restored antique pieces. This home is built around the west-facing picturesque 180-degree stunning views showcased throughout the indoor and outdoor spaces. Relax on the large comfortable sofa, the luxury hot tub, or on the covered porch to take in the beautiful sunsets.

Modern Hill Country Oasis, Stargazers Delight
Natural light abounds in this modern hill country home! Explore 30 acres of stunning oaks and seasonal wildflowers. Soak in your private Jacuzzi on the ridge, or take a cool plunge in the dip pool. The outdoor sofa is positioned for ultimate bird watching and book reading. Grill outside, cook inside, or venture out to one of the nearby wineries, distilleries or restaurants. But when the sun dips low, get ready for unmatched sunsets and the starriest Texas skies! Welcome to bliss, y’all.

Dripping Springs Dream House, pool, views, privacy
This Dripping Springs property is what vacation rental dreams are made of! Single story home w/ privacy and amazing views of Austin Hill Country. Only 1 mile to restaurants, wineries, breweries, shopping. Close to wedding venues. Amazing pool, lounge chairs, patio, outdoor grill with propane provided. Upscale furnishings, luxurious linens, plush towels, blackout curtains, full kitchen. Coffee bar with unlimited coffee, creamer & sugar. Family friendly. Only 35 min to Downtown Austin!

Joy Glamping Cabin: Yoga/Hike/Swim @ 13 Acres
The cheerful & sun-drenched Joy Cabin is situated within the tranquil expanse of the 13 Acres Meditation Retreat. Explore hiking trails, gardens, wet-weather creek, amazing sunsets, gift market, infinity pool, refreshing outdoor showers, super clean restroom facilities, classes in the Breathe yoga/meditation studio, 24/7 café, & community fire pit where fellow travelers gather. Come discover the restorative power of this sacred space as you craft your own transformative experience!

Sunset Cabin on the Blanco River
Perfect getaway! Enjoy your own PRIVATE pool and hot tub at our unique hill country cabin with 8.6 acres. Breathtaking sunsets from the upper deck. Float in the pool on the bluff overlooking the Blanco River (normally dry river) or relax in the hot tub. Enjoy a cozy fire, sit in the gazebo or take the stone steps down to the river bank for a hike. Head into Wimberley Square for dinner and shopping. No PETS. Yes on WIFI, great place to unplug. INST-A-GRAM @sunsetcabinwimberley

Fireside Cabin @Ranch225 - Meet Honkey the Donkey
Welcome to the home of the World Famous Honkey the Donkey! Our home is located on 25 acres, and is home our pet miniature donkey, Honkey, as well as goats, dogs, and horse companions that all LOVE to meet new people! You can also get your fill of all the local wineries, breweries, and scenery the hill country has to offer. If you are looking for a place to unwind, take in the beauty of the hill country, and still be within 45 minutes of downtown Austin, this is the place for you!

A+ Privacy | Romantic Lux | Sauna | Hot/Cold Pool
Intimate romantic retreat with cowboy pool, infrared sauna, fire pit & day bed under pergola. ★ "Secluded, peaceful, and incredibly romantic—exactly what we needed." ☞ Beautiful surrounding landscape + wildlife ☞ Patio w/ daybed + misting fans ☞ Ceramic BBQ grill + alfresco dining ☞ Fully equipped + stocked kitchen ☞ 55” smart TV w/ Netflix + Roku ☞ Indoor/outdoor shower ☞ 222 Mbps wifi ☞ Pet friendly* 10 mins → Jacob's Well 10 mins → DT Wimberley (cafes, dining, shopping)

Container House on Private 27 Acres W/ Rooftop Tub
West Texas meets the Hill Country at Desert Rose Ranch, ideally located on 27 private acres in between Fredericksburg and Johnson City on the Texas Wine Trail. The shipping container is a place to unwind, nourish your soul and build memories that will last a lifetime. A place designed for indulging in a state of serenity and a deep connection with nature. This unique home is not just a getaway, it's an experience.
Popular amenities for Dripping Springs rentals with a pool
House rentals with a pool

Enjoy Heated Waterfall Pool + Art at SOCO Gallery

Pool, Hot Tub, Hill Country Views, Hiking Trails

Hilltop Pool House W/great Views

Lost Horizon Escape near the Domain and Arboretum

Modern Lake House~Private Pool/Spa~Lake Views

Dripping in Tranquility, Prime Spot, Heated Pool

Hill Country Oasis | Backyard Games | Lake Access

Panoramic Serenity: Luxury Soaking Tub & Pool
Condo rentals with a pool

Escape To The Hollows on Lake Travis/ Golf cart

Luxury Condo Walk to Rainey St & Lake, Pool & Gym

The Rainey Uno-Rainey District, Luxe Amenities

Luxury Rainey Street Condo -Lake View Balcony

Modern Luxury Condo on The Island, Lake Travis

Texas Tides on Lake Travis

Texas Star, Hill Country/Canyon Lake Get-A-Way

ILT 3221 Lakeside Serenity Luxurious Condo
Home rentals with a private pool

Get Back to Nature at Secluded Hill Country Oasis

Fav locale! Cool design, Hot Tub & Pool

Family-Friendly Ranch Retreat with a Stunning Pool

Enjoy View of Creek from Relaxing Poolside Retreat

The Zilker Park Oasis with Heated Pool & Pinball

Luxury Spanish-Style Retreat with Pool and Spa

Tranquil Mid Century Modern Retreat, Neighbors Downtown
Quick stats about holiday rentals with a pool in Dripping Springs
Total rentals
70 properties
Nightly prices starting at
$52 NZD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Schlitterbahn
- Mueller
- Zilker Botanical Garden
- Blue Hole Regional Park
- Natural Bridge Caverns
- McKinney Falls State Park
- Guadalupe River State Park
- Circuit of The Americas
- Lady Bird Johnson Wildflower Center
- Morgan's Wonderland
- Longhorn Cavern State Park
- Hidden Falls Adventure Park
- Inks Lake State Park
- Pedernales Falls State Park
- Mount Bonnell
- Austin Convention Center
- Hamilton Pool Preserve
- Canyon Springs Golf Club
- The Bandit Golf Club
- Blanco State Park
- Wimberley Market Days
- Escondido Golf & Lake Club
- Teravista Golf Club
- Inner Space Cavern